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Biopterin

Biopterin structure

CAS No:
22150-76-1
Formula:
C9H11N5O3
Chemical Name:
Biopterin
Synonyms:
4(1H)-Pteridinone,2-amino-6-[(1R,2S)-1,2-dihydroxypropyl]-;4(3H)-Pteridinone,2-amino-6-(L-erythro-1,2-dihydroxypropyl)-;4(1H)-Pteridinone,2-amino-6-(1,2-dihydroxypropyl)-,[S-(R*,S*)]-;2-Amino-6-[(1R,2S)-1,2-dihydroxypropyl]-4(1H)-pteridinone;Biopterin;L-erythro-Biopterin;Pterin H B2;L-Biopterin;6-Biopterin;(-)-Biopterin;NSC 339699;2050525-19-2;2078048-89-0
Categories:
Dyes and Pigments > Pigment

Description

6-Biopterin (L-Biopterin), a pterin derivative, is a NO synthase cofactor.

Solid

L-erythro-biopterin is a biopterin in which the 1,2-dihydroxypropyl group has (1R,2S)-configuration; naturally occurring form. It is an enantiomer of a D-erythro-biopterin.|A natural product that has been considered as a growth factor for some insects.

Biopterin Basic Attributes

Molecular Weight：

237.22

Exact Mass：

237.22

EC Number：

244-807-8

UNII：

E54CTM794Y

HScode：

2933990090

Characteristics

PSA：

134

XLogP3：

-3.84

Appearance：

Solid

Density：

1.9±0.1 g/cm3

Melting Point：

300 °C (decomp)

Boiling Point：

563.4±60.0 °C at 760 mmHg

Flash Point：

294.5±32.9 °C

Refractive Index：

1.822

Water Solubility：

0.7 mg/mL

Storage Conditions：

2-8°C

Toxicity：

Oral-Mouse LD: >3000 mg/kg; Abdominal cavity-mouse LD50: 879 mg/kg

Flammability characteristics：

Flammable; burning produces toxic nitrogen oxide fumes

Specific rotation：

D24 -50° (c = 0.4 in 0.1N HCl); D24 -26° (c = 0.92 in 0.1N NaOH)

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

36/37/38

safety instructions：

26-36

RTECS Number：

UO3506000

Marks：

Storage features：

Ventilated, low temperature and dry

Precautionary statement(s)：

P261-P305 + P351 + P338

Hazard Statements：

H315-H319-H335

GHS Classification：

|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 39 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Toxicity

Toxicity class：

moderately toxic

Drug Information

MeSH Entry Terms：

2-Amino-6-(1,2-dihydroxypropyl)-4(1H)-pteridinone

Biopterin Use and Manufacturing

6-Biopterin is an oxidation product from the melanogenesis regulating cofactor (6R)5,6,7,8 tetrahydrobiopterin (6-BH4). In vitro, 6-Biopterin is cytotoxic to melanocytes. However, in vivo, 6-Biopterin is rapidly and sequentially reduced back to 6-GH4 via

Computed Properties

Molecular Weight:237.22
XLogP3:-2.4
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:2
Exact Mass:237.08618923
Monoisotopic Mass:237.08618923
Topological Polar Surface Area:134
Heavy Atom Count:17
Complexity:348
Defined Atom Stereocenter Count:2
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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